Triumfettamide and Triumfettoside Ic, Two Ceramides and Other Secondary Metabolites from the Stems of WildTriumfetta cordifolia A. Rich . (Tiliaceae)
Louis P. Sandjo, Paul Hannewald, Mehdi Yemloul, Gilbert Kirsch, Bonaventure T. Ngadjui
Abstract
Louis P. Sandjo, Paul Hannewald, Mehdi Yemloul, Gilbert Kirsch, Bonaventure T. Ngadjui
Abstract
Abstract Two new ceramides, triumfettamide (1) and triumfettoside Ic (2), characterized as (2R,6Z)‐2‐hydroxy‐N‐[(2S,3S,4R)‐1,3,4‐trihydroxyhexacosan‐2‐yl]heptadec‐6‐enamide and (2R)‐N‐{(1S,2R,3E,6Z, 9Z,12Z,15Z)‐1‐[(β‐D‐glucopyranosyloxy)methyl]‐2‐hydroxyheneicosa‐3,6,9,12,15‐pentaen‐1‐yl}‐2‐hydroxytetradecanamide, respectively, were isolated from the stems ofTriumfetta cordifoliaA. Rich.besides eight known secondary metabolites identified as heptadecanoic acid,β‐sitosterol glucopyranoside, friedelin, lupeol, betulin, maslinic acid, 2‐hydroxyoleanolic acid and the mixture of stigmasterol andβ‐sitosterol. Their structures were determined on the basis of spectroscopic methods as well as HR‐MALDI‐FT‐ICR‐MS analysis, chemical transformation, and by comparison of their physical and spectral data with those reported in the literature and with authentic specimens for some known compounds. Five pentacyclic triterpenoids, friedelin, lupeol, betulin, maslinic acid, and 2‐hydroxyoleanolic acid, have been isolated fromTriumfettagenus for the first time.
OpenAlex reports 25 citations for this work. Citation counts describe recorded attention and do not establish research quality.
A contribution statement is not available in the OpenAlex record.
Method details are not available in the OpenAlex metadata.
Findings are not separately available in the OpenAlex metadata.
Limitations are not available in the OpenAlex metadata.
Application details are not available in the OpenAlex metadata.
Abstract Two new ceramides, triumfettamide (1) and triumfettoside Ic (2), characterized as (2R,6Z)‐2‐hydroxy‐N‐[(2S,3S,4R)‐1,3,4‐trihydroxyhexacosan‐2‐yl]heptadec‐6‐enamide and (2R)‐N‐{(1S,2R,3E,6Z, 9Z,12Z,15Z)‐1‐[(β‐D‐glucopyranosyloxy)methyl]‐2‐hydroxyheneicosa‐3,6,9,12,15‐pentaen‐1‐yl}‐2‐hydroxytetradecanamide, respectively, were isolated from the stems ofTriumfetta cordifoliaA. Rich.besides eight known secondary metabolites identified as heptadecanoic acid,β‐sitosterol glucopyranoside, friedelin, lupeol, betulin, maslinic acid, 2‐hydroxyoleanolic acid and the mixture of stigmasterol andβ‐sitosterol. Their structures were determined on the basis of spectroscopic methods as well as HR‐MALDI‐FT‐ICR‐MS analysis, chemical transformation, and by comparison of their physical and spectral data with those reported in the literature and with authentic specimens for some known compounds. Five pentacyclic triterpenoids, friedelin, lupeol, betulin, maslinic acid, and 2‐hydroxyoleanolic acid, have been isolated fromTriumfettagenus for the first time.
Key concepts: Friedelin, Lupeol, Chemistry, Betulin, Stigmasterol, Stereochemistry, Triterpenoid, Chromatography